CA2478110A1 - Nouveaux composes de marquage fluorescents - Google Patents
Nouveaux composes de marquage fluorescents Download PDFInfo
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- CA2478110A1 CA2478110A1 CA002478110A CA2478110A CA2478110A1 CA 2478110 A1 CA2478110 A1 CA 2478110A1 CA 002478110 A CA002478110 A CA 002478110A CA 2478110 A CA2478110 A CA 2478110A CA 2478110 A1 CA2478110 A1 CA 2478110A1
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- 238000010521 absorption reaction Methods 0.000 description 1
- PVRBHFSNIJZPHQ-UHFFFAOYSA-N acetic acid;n'-(2-aminoethyl)ethane-1,2-diamine Chemical compound CC(O)=O.CC(O)=O.CC(O)=O.CC(O)=O.NCCNCCN PVRBHFSNIJZPHQ-UHFFFAOYSA-N 0.000 description 1
- 230000004913 activation Effects 0.000 description 1
- 239000003905 agrochemical Substances 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 108010004469 allophycocyanin Proteins 0.000 description 1
- 239000000956 alloy Substances 0.000 description 1
- 229910045601 alloy Inorganic materials 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 150000001413 amino acids Chemical class 0.000 description 1
- 125000005428 anthryl group Chemical group [H]C1=C([H])C([H])=C2C([H])=C3C(*)=C([H])C([H])=C([H])C3=C([H])C2=C1[H] 0.000 description 1
- 125000002029 aromatic hydrocarbon group Chemical group 0.000 description 1
- 230000008436 biogenesis Effects 0.000 description 1
- 239000012472 biological sample Substances 0.000 description 1
- 239000004305 biphenyl Substances 0.000 description 1
- 125000006269 biphenyl-2-yl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C1=C(*)C([H])=C([H])C([H])=C1[H] 0.000 description 1
- 125000006268 biphenyl-3-yl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C1=C([H])C(*)=C([H])C([H])=C1[H] 0.000 description 1
- 238000004364 calculation method Methods 0.000 description 1
- 125000002837 carbocyclic group Chemical group 0.000 description 1
- 125000002843 carboxylic acid group Chemical group 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 230000009918 complex formation Effects 0.000 description 1
- 238000010668 complexation reaction Methods 0.000 description 1
- 229940125904 compound 1 Drugs 0.000 description 1
- 150000003983 crown ethers Chemical group 0.000 description 1
- MGNCLNQXLYJVJD-UHFFFAOYSA-N cyanuric chloride Chemical compound ClC1=NC(Cl)=NC(Cl)=N1 MGNCLNQXLYJVJD-UHFFFAOYSA-N 0.000 description 1
- 125000000392 cycloalkenyl group Chemical group 0.000 description 1
- 125000000753 cycloalkyl group Chemical group 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- GNBHRKFJIUUOQI-UHFFFAOYSA-N fluorescein Chemical compound O1C(=O)C2=CC=CC=C2C21C1=CC=C(O)C=C1OC1=CC(O)=CC=C21 GNBHRKFJIUUOQI-UHFFFAOYSA-N 0.000 description 1
- 238000001917 fluorescence detection Methods 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 125000002541 furyl group Chemical group 0.000 description 1
- 125000005843 halogen group Chemical group 0.000 description 1
- 125000000717 hydrazino group Chemical group [H]N([*])N([H])[H] 0.000 description 1
- 125000002883 imidazolyl group Chemical group 0.000 description 1
- 229940072221 immunoglobulins Drugs 0.000 description 1
- 125000001041 indolyl group Chemical group 0.000 description 1
- 239000003317 industrial substance Substances 0.000 description 1
- ZBKFYXZXZJPWNQ-UHFFFAOYSA-N isothiocyanate group Chemical group [N-]=C=S ZBKFYXZXZJPWNQ-UHFFFAOYSA-N 0.000 description 1
- 150000002602 lanthanoids Chemical class 0.000 description 1
- 150000002632 lipids Chemical class 0.000 description 1
- 239000012280 lithium aluminium hydride Substances 0.000 description 1
- 238000004949 mass spectrometry Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 229910021645 metal ion Inorganic materials 0.000 description 1
- ORUCTBNNYKZMSK-UHFFFAOYSA-N methyl 1h-pyrazole-5-carboxylate Chemical compound COC(=O)C=1C=CNN=1 ORUCTBNNYKZMSK-UHFFFAOYSA-N 0.000 description 1
- 125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 description 1
- 125000001624 naphthyl group Chemical group 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- 125000004430 oxygen atom Chemical group O* 0.000 description 1
- 125000005561 phenanthryl group Chemical group 0.000 description 1
- 125000005936 piperidyl group Chemical group 0.000 description 1
- 239000012460 protein solution Substances 0.000 description 1
- 125000004076 pyridyl group Chemical group 0.000 description 1
- 125000000714 pyrimidinyl group Chemical group 0.000 description 1
- 125000000168 pyrrolyl group Chemical group 0.000 description 1
- 125000005493 quinolyl group Chemical group 0.000 description 1
- 238000003127 radioimmunoassay Methods 0.000 description 1
- PYWVYCXTNDRMGF-UHFFFAOYSA-N rhodamine B Chemical compound [Cl-].C=12C=CC(=[N+](CC)CC)C=C2OC2=CC(N(CC)CC)=CC=C2C=1C1=CC=CC=C1C(O)=O PYWVYCXTNDRMGF-UHFFFAOYSA-N 0.000 description 1
- 239000000523 sample Substances 0.000 description 1
- 238000011896 sensitive detection Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 150000003384 small molecules Chemical class 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- 239000007974 sodium acetate buffer Substances 0.000 description 1
- 239000012064 sodium phosphate buffer Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 238000012916 structural analysis Methods 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 125000004434 sulfur atom Chemical group 0.000 description 1
- 125000000335 thiazolyl group Chemical group 0.000 description 1
- 238000004448 titration Methods 0.000 description 1
- 125000003944 tolyl group Chemical group 0.000 description 1
- LEIMLDGFXIOXMT-UHFFFAOYSA-N trimethylsilyl cyanide Chemical compound C[Si](C)(C)C#N LEIMLDGFXIOXMT-UHFFFAOYSA-N 0.000 description 1
- 238000002211 ultraviolet spectrum Methods 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 125000005023 xylyl group Chemical group 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/24—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D213/36—Radicals substituted by singly-bound nitrogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/24—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D213/36—Radicals substituted by singly-bound nitrogen atoms
- C07D213/38—Radicals substituted by singly-bound nitrogen atoms having only hydrogen or hydrocarbon radicals attached to the substituent nitrogen atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
- C07D409/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing three or more hetero rings
-
- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N33/00—Investigating or analysing materials by specific methods not covered by groups G01N1/00 - G01N31/00
- G01N33/48—Biological material, e.g. blood, urine; Haemocytometers
- G01N33/50—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing
- G01N33/53—Immunoassay; Biospecific binding assay; Materials therefor
- G01N33/531—Production of immunochemical test materials
- G01N33/532—Production of labelled immunochemicals
- G01N33/533—Production of labelled immunochemicals with fluorescent label
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Immunology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Molecular Biology (AREA)
- Biomedical Technology (AREA)
- Urology & Nephrology (AREA)
- Hematology (AREA)
- Medicinal Chemistry (AREA)
- General Physics & Mathematics (AREA)
- Cell Biology (AREA)
- Food Science & Technology (AREA)
- Biotechnology (AREA)
- Physics & Mathematics (AREA)
- Analytical Chemistry (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Microbiology (AREA)
- Pathology (AREA)
- Plural Heterocyclic Compounds (AREA)
- Investigating Or Analysing Materials By The Use Of Chemical Reactions (AREA)
- Measuring Or Testing Involving Enzymes Or Micro-Organisms (AREA)
- Investigating Or Analysing Biological Materials (AREA)
- Pyridine Compounds (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Abstract
L'invention concerne des nouveaux réactifs de marquage se caractérisant en ce qu'ils possèdent un groupe pouvant se lier à une substance à marquer (par exemple une substance biologique, une substance active au plan biologique) formant facilement un complexe avec un ion de terre rare, complexe stable dans une solution aqueuse et possédant une intensité de fluorescence suffisante et une longue durée de fluorescence quel que soit le type de solution tampon ; des complexes composés dudit réactif de marquage et de l'ion de terre rare ; des marqueurs à fluorescence contenant ledit complexe ; un procédé d'essai à fluorescence dans lequel le marqueur fluorescent de l'invention est utilisé. Les réactifs de marquage comprennent un composé possédant un squelette 2,2 :6',2.prime..prime.-tripyridine ou un squelette 2,6-dipyrazolopyridine et possédant un groupe capable de se lier à une substance à marquer (par exemple une substance biologique, une substance active au plan physiologique) et un groupe pouvant former un complexe conjointement avec un ion de terre rare ; des complexes composés dudit réactif de marquage et d'un ion de terre rare ; des marqueurs à fluorescence contenant ledit complexe ; un procédé de marquage à fluorescence dans lequel ledit complexe est utilisé en tant que marqueur et un procédé d'essai à fluorescence dans lequel ledit marqueur fluorescent est utilisé.
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2002063961 | 2002-03-08 | ||
| JP2002-63961 | 2002-03-08 | ||
| JP2002271924 | 2002-09-18 | ||
| JP2002-271924 | 2002-09-18 | ||
| PCT/JP2003/002774 WO2003076938A1 (fr) | 2002-03-08 | 2003-03-10 | Nouveaux composes de marquage fluorescents |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA2478110A1 true CA2478110A1 (fr) | 2003-09-18 |
Family
ID=27806949
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002478110A Abandoned CA2478110A1 (fr) | 2002-03-08 | 2003-03-10 | Nouveaux composes de marquage fluorescents |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US7465747B2 (fr) |
| EP (1) | EP1489418A4 (fr) |
| JP (1) | JP4296097B2 (fr) |
| KR (1) | KR20040105759A (fr) |
| CN (1) | CN100343668C (fr) |
| AU (1) | AU2003211865A1 (fr) |
| CA (1) | CA2478110A1 (fr) |
| IS (1) | IS7487A (fr) |
| WO (1) | WO2003076938A1 (fr) |
Families Citing this family (21)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP4602686B2 (ja) * | 2004-04-15 | 2010-12-22 | 広栄化学工業株式会社 | 2,6−ジハロゲノ−4−アリールピリジン類の製造法 |
| JP4320342B2 (ja) * | 2004-08-17 | 2009-08-26 | 独立行政法人科学技術振興機構 | 希土類蛍光錯体を用いた標識方法と分析検出法 |
| US7955859B2 (en) | 2005-08-31 | 2011-06-07 | Japan Science And Technology Agency | Fluorescent labeling compound |
| FR2935973A1 (fr) * | 2008-09-18 | 2010-03-19 | Centre Nat Rech Scient | Complexes de lanthanide et d'un ligand 2,6-bis(n-pyrazolyl) pyridine |
| CN101921586A (zh) * | 2010-07-15 | 2010-12-22 | 大连理工大学 | 一种基于铕配合物的一氧化氮荧光探针及其应用 |
| EP2535390A1 (fr) | 2011-06-15 | 2012-12-19 | Universidade De Santiago De Compostela | Nanosystèmes luminescents |
| CN102277155B (zh) * | 2011-06-28 | 2014-10-15 | 中国科学院福建物质结构研究所 | 一种有机白光发射材料l-cooh的制备和用途 |
| CN102732246A (zh) * | 2012-06-15 | 2012-10-17 | 大连理工大学 | 一种具有细胞膜通透性的铕配合物单线态氧荧光探针及其应用 |
| KR102162581B1 (ko) | 2012-12-12 | 2020-10-08 | 나노갭 서브-엔엠-파우더, 쏘시에다드 아노니마 | 발광 나노화합물 |
| EP2743695A1 (fr) | 2012-12-12 | 2014-06-18 | Nanogap Sub NM Powder, S.A. | Procédés et réactifs pour la détection de biomolécules au moyen de luminescence |
| JP6096586B2 (ja) * | 2013-05-10 | 2017-03-15 | デンカ生研株式会社 | 蛍光色素で標識された可視域着色不溶性担体粒子の調製とそれを用いたイムノアッセイ法 |
| CN103374132B (zh) * | 2013-07-12 | 2015-04-08 | 中科院广州化学有限公司 | 一种金属离子直接诱导的荧光超分子凝胶的制备及应用 |
| CN104030974A (zh) * | 2014-06-23 | 2014-09-10 | 南京工业大学 | 一种含芳基取代的三联吡啶类化合物及其制备方法和应用 |
| US9834808B2 (en) | 2016-01-21 | 2017-12-05 | SeLux Diagnostics, Inc. | Methods for rapid antibiotic susceptibility testing |
| CA3010895A1 (fr) | 2016-01-21 | 2017-07-27 | SeLux Diagnostics, Inc. | Procedes de test rapide de la sensibilite antimicrobienne |
| WO2018119439A1 (fr) | 2016-12-23 | 2018-06-28 | SeLux Diagnostics, Inc. | Procédés de test rapide de la sensibilité antimicrobienne amélioré |
| FR3092115B1 (fr) | 2019-01-30 | 2021-11-12 | Cisbio Bioassays | analogues de GTP fluorescents et utilisation |
| CN110283190A (zh) * | 2019-07-10 | 2019-09-27 | 湖南艾科瑞生物工程有限公司 | 荧光配合物及制备方法、荧光探针及制备方法和应用 |
| US11959016B2 (en) * | 2021-06-15 | 2024-04-16 | Saudi Arabian Oil Company | Inhibiting corrosion in gas wells |
| US11549049B1 (en) | 2021-06-22 | 2023-01-10 | Saudi Arabian Oil Company | Inhibiting corrosion in gas wells |
| CN115286618A (zh) * | 2022-07-25 | 2022-11-04 | 常州福洛森医疗科技有限公司 | 镧系配合物及其制备方法、荧光标记试剂、荧光标记方法 |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB8622855D0 (en) * | 1986-09-23 | 1986-10-29 | Ekins R P | Determining biological substance |
| SE8802575D0 (sv) * | 1988-07-08 | 1988-07-08 | Wallac Oy | Terpyridine derivatives |
| WO1993011433A1 (fr) | 1991-12-05 | 1993-06-10 | Wallac Oy | Chelates de lanthanide luminescents |
| AU672951B2 (en) | 1992-05-07 | 1996-10-24 | Ge Healthcare As | Complexing agents and targeting immunoreagents |
| JP3500297B2 (ja) | 1998-03-04 | 2004-02-23 | 株式会社リコー | デジタル複写機システム |
| JP2001335574A (ja) * | 2000-05-26 | 2001-12-04 | Kazuko Matsumoto | 新規標識化合物 |
| CN1181156C (zh) | 2001-08-22 | 2004-12-22 | 中国科学院大连化学物理研究所 | 稀土荧光标记物及其应用 |
| JP2003325200A (ja) | 2002-03-08 | 2003-11-18 | Kazuko Matsumoto | 新規高感度核酸解析法 |
-
2003
- 2003-03-10 EP EP03744031A patent/EP1489418A4/fr not_active Withdrawn
- 2003-03-10 CN CNB038055236A patent/CN100343668C/zh not_active Expired - Fee Related
- 2003-03-10 WO PCT/JP2003/002774 patent/WO2003076938A1/fr not_active Ceased
- 2003-03-10 US US10/506,242 patent/US7465747B2/en not_active Expired - Fee Related
- 2003-03-10 JP JP2003575111A patent/JP4296097B2/ja not_active Expired - Fee Related
- 2003-03-10 AU AU2003211865A patent/AU2003211865A1/en not_active Abandoned
- 2003-03-10 KR KR10-2004-7014045A patent/KR20040105759A/ko not_active Withdrawn
- 2003-03-10 CA CA002478110A patent/CA2478110A1/fr not_active Abandoned
-
2004
- 2004-10-04 IS IS7487A patent/IS7487A/is unknown
Also Published As
| Publication number | Publication date |
|---|---|
| EP1489418A1 (fr) | 2004-12-22 |
| KR20040105759A (ko) | 2004-12-16 |
| IS7487A (is) | 2004-10-04 |
| US20050255465A1 (en) | 2005-11-17 |
| EP1489418A4 (fr) | 2006-05-03 |
| JPWO2003076938A1 (ja) | 2005-07-14 |
| WO2003076938A1 (fr) | 2003-09-18 |
| US7465747B2 (en) | 2008-12-16 |
| JP4296097B2 (ja) | 2009-07-15 |
| CN1685232A (zh) | 2005-10-19 |
| AU2003211865A1 (en) | 2003-09-22 |
| CN100343668C (zh) | 2007-10-17 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FZDE | Discontinued |